Citation: Zhang Li, Yao Yu-Chao, Gao Meng-Ying, Rong Rui-Xue, Wang Ke-Rang, Li Xiao-Liu, Chen Hua. Anticancer activity and DNA binding property of the trimers of triphenylethylene-coumarin hybrids[J]. Chinese Chemical Letters, ;2016, 27(11): 1708-1716. doi: 10.1016/j.cclet.2016.05.027 shu

Anticancer activity and DNA binding property of the trimers of triphenylethylene-coumarin hybrids

Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China

Corresponding author: Li Xiao-Liu, lixl@hbu.cn Chen Hua, hua-todd@163.com
Received Date: 19 April 2016
Revised Date: 17 May 2016
Accepted Date: 24 May 2016
Available Online: 3 November 2016

Figures(6)

Novel trimers of triphenylethylene-coumarin hybrid containing two amino side chains (5a-d and 6a-d) were designed and synthesized by the condensation of 1, 3, 5-benzenetricarboxylic acid with the varied amino monomeric hybrids catalyzed by HATU and DIPEA at room temperature.The extended trimeric compound 6a (R=piperidinyl) exhibited significant anti-proliferative activity against three cancer cells at IC₅₀ of near 10 μmol/L.UV-vis, fluorescence (lifetime) and thermal denaturation exhibited that 6a had significant interaction with Ct-DNA by the intercalative mode of binding.The order of their antiproliferative activities was 6(a, d) > 5(a, d) and (5-6)a > (5-6)d, respectively, in accordance with that of their DNA binding properties, which suggested that the prolonged linker (six carbons) and piperidinyl group on the side chains are beneficial to DNA binding and the anti-tumor activity.
- Coumarin,
- Triphenylethylene,
- Trimer,
- Anti-tumor activity,
- DNA binding property
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